WHAT TO WEAR: Day to Night

The streets of Annapolis on a mid-summer evening are full of stylish locals grabbing a quick bite to eat and tourists exploring the historic remnants of town. This Fashionista, however, caught my eye immediately because her look seemed carefully crafted to the most minute of details.

Her choice of blues and a softer turquoise color exquisitely complement her hair color and freckled complexion with the gold accessories further illuminating these tones. While some people have an aversion to horizontal stripes, the wide bands cinched by a high elastic waist and cut with a unique neckline are very flattering.

The exposed shoulders and cutout on the chest show the perfect amount of skin on a hot summer day and are very versatile for a day to night look. This Fashionista’s Michael Kors cross-body bag is also a great piece that can be worn from the day into night and is a great staple to have in your closet. I love her multi-strand necklace as a classic statement piece, which can dress up any look.

Overall, this Fashionista seemed well prepared for a stylish evening in town and took the colonial streets by storm. In my book, there is truly nothing better than a redhead who can rock a pop of color with confidence, and it’s clear that this Fashionista did just that.

One Simple Change: This Fashionista’s striped ensemble can be easily transformed into the perfect nighttime attire. Her black and raffia wedges add some great height for a daytime event and can be easily replaced with a black pump for a classy evening ensemble. For those cooler nights, an edgy leather jacket can also spice up this preppy look.

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